# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 15:11:11 2022
#   Inital geometry file: a 119 line input string
#   Ligand name: 2-[[2-chloranyl-5-(phenylsulfonyl)phenyl]carbonylamino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1NC(=O)c2cc(ccc2Cl)[S](=O)(=O)c3ccccc3
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 G5O  G5O  '2-[[2-chloranyl-5-(phenylsulfonyl)phenyl]carbonylamino]benzoic acid'  ligand  41  28  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G5O
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 G5O  C1   C   CR6    0  -0.171  109.1194  105.1567  102.2962
 G5O  C2   C   CR16   0  -0.231  107.8237  104.6938  102.1096
 G5O  C3   C   CR16   0  -0.239  107.6350  103.3847  101.6923
 G5O  C4   C   CR16   0  -0.233  108.7288  102.5595  101.4660
 G5O  C10  C   C      0  -0.153  109.4549  106.6638  104.6137
 G5O  C11  C   C1     0  -0.245  110.6735  106.4093  105.2270
 G5O  C12  C   C1     0  -0.183  110.7241  106.2883  106.6044
 G5O  C13  C   C      0  -0.070  109.5615  106.4377  107.3464
 G5O  C14  C   C      0   0.048  108.3419  106.7040  106.7373
 G5O  C15  C   C1     0  -0.270  108.2935  106.8082  105.3548
 G5O  C17  C   C      0   0.466  107.0658  106.8508  107.5236
 G5O  C20  C   CR6    0   0.351  105.9197  108.6007  108.8480
 G5O  C21  C   CR6    0  -0.220  106.1082  109.9111  109.3387
 G5O  C24  C   CR16   0  -0.251  103.7346  108.5281  109.8677
 G5O  C25  C   CR16   0  -0.318  104.7290  107.9206  109.1178
 G5O  C26  C   C      0   0.472  107.3717  110.7319  109.0822
 G5O  C22  C   CR16   0  -0.284  105.0868  110.4862  110.0887
 G5O  C23  C   CR16   0  -0.257  103.9062  109.8133  110.3596
 G5O  C5   C   CR16   0  -0.238  110.0193  103.0378  101.6542
 G5O  C6   C   CR16   0  -0.230  110.2233  104.3443  102.0701
 G5O  N18  N   NH1    0  -0.739  106.9561  108.0598  108.0889
 G5O  O19  O   O      0  -0.446  106.2614  105.9356  107.5619
 G5O  O27  O   OC    -1  -0.547  107.4123  111.8725  109.5548
 G5O  O28  O   O      0  -0.601  108.2878  110.1878  108.4042
 G5O  O8   O   OS     0  -0.641  108.1943  107.6098  102.5195
 G5O  O9   O   OS     0  -0.641  110.6888  107.2602  102.3794
 G5O  S7   S   S      0   1.226  109.3784  106.8235  102.8451
 G5O  CL1  CL  CL     0  -0.092  109.6392  106.2895  109.0640
 G5O  H1   H   HCR6   0   0.284  106.9714  105.3365  102.2841
 G5O  H2   H   HCR6   0   0.273  106.6311  103.0118  101.5404
 G5O  H3   H   HCR6   0   0.273  108.5754  101.5391  101.1404
 G5O  H4   H   H      0   0.296  111.5820  106.3013  104.6501
 G5O  H5   H   H      0   0.297  111.6645  106.0844  107.0974
 G5O  H6   H   H      0   0.295  107.3483  107.0143  104.8689
 G5O  H7   H   HCR6   0   0.253  102.8186  107.9858  110.0653
 G5O  H8   H   HCR6   0   0.275  104.5740  106.9221  108.7429
 G5O  H9   H   HCR6   0   0.249  105.2306  111.4895  110.4657
 G5O  H10  H   HCR6   0   0.247  103.1293  110.2869  110.9452
 G5O  H11  H   HCR6   0   0.273  110.8703  102.3947  101.4741
 G5O  H12  H   HCR6   0   0.285  111.2291  104.7156  102.2142
 G5O  H13  H   HNH1   0   0.437  107.7309  108.7622  108.0093

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 G5O  C5   C4   aromatic  1.389  0.020  1.389
 G5O  C5   C6   aromatic  1.386  0.020  1.386
 G5O  C4   C3   aromatic  1.389  0.020  1.389
 G5O  C6   C1   aromatic  1.389  0.020  1.389
 G5O  C3   C2   aromatic  1.387  0.020  1.387
 G5O  C1   C2   aromatic  1.388  0.020  1.388
 G5O  C1   S7   single    1.774  0.020  1.774
 G5O  O9   S7   double    1.458  0.020  1.458
 G5O  O8   S7   double    1.458  0.020  1.458
 G5O  S7   C10  single    1.777  0.020  1.777
 G5O  C10  C11  aromatic  1.388  0.020  1.388
 G5O  C10  C15  aromatic  1.385  0.020  1.385
 G5O  C11  C12  aromatic  1.384  0.020  1.384
 G5O  C15  C14  aromatic  1.387  0.020  1.387
 G5O  C12  C13  aromatic  1.387  0.020  1.387
 G5O  C14  C13  aromatic  1.389  0.020  1.389
 G5O  C14  C17  single    1.506  0.020  1.506
 G5O  C13  CL1  single    1.726  0.020  1.726
 G5O  N18  C17  single    1.339  0.020  1.339
 G5O  N18  C20  single    1.394  0.020  1.394
 G5O  O28  C26  deloc     1.263  0.020  1.263
 G5O  C17  O19  double    1.219  0.020  1.219
 G5O  C20  C25  aromatic  1.398  0.020  1.398
 G5O  C20  C21  aromatic  1.412  0.020  1.412
 G5O  C25  C24  aromatic  1.386  0.020  1.386
 G5O  C26  C21  single    1.528  0.020  1.528
 G5O  C26  O27  deloc     1.235  0.020  1.235
 G5O  C21  C22  aromatic  1.392  0.020  1.392
 G5O  C24  C23  aromatic  1.387  0.020  1.387
 G5O  C22  C23  aromatic  1.386  0.020  1.386
 G5O  C2   H1   single    0.930  0.020  1.080
 G5O  C3   H2   single    0.930  0.020  1.080
 G5O  C4   H3   single    0.930  0.020  1.080
 G5O  C11  H4   single    0.930  0.020  1.080
 G5O  C12  H5   single    0.930  0.020  1.080
 G5O  C15  H6   single    0.930  0.020  1.080
 G5O  C24  H7   single    0.930  0.020  1.080
 G5O  C25  H8   single    0.930  0.020  1.080
 G5O  C22  H9   single    0.930  0.020  1.080
 G5O  C23  H10  single    0.930  0.020  1.080
 G5O  C5   H11  single    0.930  0.020  1.080
 G5O  C6   H12  single    0.930  0.020  1.080
 G5O  N18  H13  single    0.860  0.020  1.020

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 G5O  S7   C1   C6   118.94  3.000
 G5O  S7   C1   C2   119.41  3.000
 G5O  C6   C1   C2   121.65  3.000
 G5O  H1   C2   C3   120.15  3.000
 G5O  H1   C2   C1   121.03  3.000
 G5O  C3   C2   C1   118.82  3.000
 G5O  H2   C3   C4   120.22  3.000
 G5O  H2   C3   C2   119.60  3.000
 G5O  C4   C3   C2   120.18  3.000
 G5O  H3   C4   C5   119.82  3.000
 G5O  H3   C4   C3   119.85  3.000
 G5O  C5   C4   C3   120.34  3.000
 G5O  S7   C10  C15  119.13  3.000
 G5O  C15  C10  C11  121.26  3.000
 G5O  S7   C10  C11  119.61  3.000
 G5O  H4   C11  C12  119.44  3.000
 G5O  H4   C11  C10  121.34  3.000
 G5O  C12  C11  C10  119.22  3.000
 G5O  H5   C12  C13  120.35  3.000
 G5O  H5   C12  C11  120.15  3.000
 G5O  C13  C12  C11  119.50  3.000
 G5O  CL1  C13  C14  119.50  3.000
 G5O  CL1  C13  C12  119.04  3.000
 G5O  C14  C13  C12  121.46  3.000
 G5O  C17  C14  C15  118.91  3.000
 G5O  C17  C14  C13  122.26  3.000
 G5O  C15  C14  C13  118.82  3.000
 G5O  H6   C15  C14  119.47  3.000
 G5O  H6   C15  C10  120.78  3.000
 G5O  C14  C15  C10  119.74  3.000
 G5O  O19  C17  N18  127.62  3.000
 G5O  O19  C17  C14  120.16  3.000
 G5O  N18  C17  C14  112.20  3.000
 G5O  N18  C20  C25  123.35  3.000
 G5O  C25  C20  C21  119.89  3.000
 G5O  N18  C20  C21  116.75  3.000
 G5O  C22  C21  C26  118.38  3.000
 G5O  C22  C21  C20  118.21  3.000
 G5O  C26  C21  C20  123.40  3.000
 G5O  H7   C24  C23  120.27  3.000
 G5O  H7   C24  C25  119.10  3.000
 G5O  C23  C24  C25  120.63  3.000
 G5O  H8   C25  C24  119.42  3.000
 G5O  H8   C25  C20  120.41  3.000
 G5O  C24  C25  C20  120.16  3.000
 G5O  O28  C26  O27  125.40  3.000
 G5O  O27  C26  C21  117.31  3.000
 G5O  O28  C26  C21  117.28  3.000
 G5O  H9   C22  C23  119.71  3.000
 G5O  H9   C22  C21  118.27  3.000
 G5O  C23  C22  C21  122.02  3.000
 G5O  H10  C23  C22  120.33  3.000
 G5O  H10  C23  C24  120.59  3.000
 G5O  C22  C23  C24  119.08  3.000
 G5O  H11  C5   C6   119.64  3.000
 G5O  H11  C5   C4   120.24  3.000
 G5O  C6   C5   C4   120.12  3.000
 G5O  H12  C6   C5   120.02  3.000
 G5O  H12  C6   C1   121.09  3.000
 G5O  C5   C6   C1   118.89  3.000
 G5O  H13  N18  C20  109.31  3.000
 G5O  H13  N18  C17  120.80  3.000
 G5O  C20  N18  C17  129.88  3.000
 G5O  O9   S7   O8   119.81  3.000
 G5O  O8   S7   C10  107.79  3.000
 G5O  O9   S7   C10  107.82  3.000
 G5O  C10  S7   C1   103.28  3.000
 G5O  O8   S7   C1   108.60  3.000
 G5O  O9   S7   C1   108.30  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 G5O  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 G5O  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 G5O  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 G5O  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 G5O  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 G5O  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 G5O  CONST_07  C13  C12  C11  C10    0.00   0.0  0
 G5O  CONST_08  C13  C14  C15  C10    0.00   0.0  0
 G5O  CONST_09  C14  C15  C10  C11    0.00   0.0  0
 G5O  CONST_10  C14  C13  C12  C11    0.00   0.0  0
 G5O  CONST_11  C15  C10  C11  C12    0.00   0.0  0
 G5O  CONST_12  C15  C14  C13  C12    0.00   0.0  0
 G5O  CONST_13  C23  C24  C25  C20    0.00   0.0  0
 G5O  CONST_14  C23  C22  C21  C20    0.00   0.0  0
 G5O  CONST_15  C24  C25  C20  C21    0.00   0.0  0
 G5O  CONST_16  C24  C23  C22  C21    0.00   0.0  0
 G5O  CONST_17  C22  C21  C20  C25    0.00   0.0  0
 G5O  CONST_18  C22  C23  C24  C25    0.00   0.0  0
 G5O  CONST_19  S7   C1   C2   C3   180.00   0.0  0
 G5O  CONST_20  C17  C14  C15  C10  180.00   0.0  0
 G5O  CONST_21  CL1  C13  C12  C11  180.00   0.0  0
 G5O  CONST_22  S7   C10  C11  C12  180.00   0.0  0
 G5O  CONST_23  C17  C14  C13  C12  180.00   0.0  0
 G5O  CONST_24  S7   C10  C15  C14  180.00   0.0  0
 G5O  CONST_25  CL1  C13  C14  C15  180.00   0.0  0
 G5O  CONST_26  N18  C20  C25  C24  180.00   0.0  0
 G5O  CONST_27  C26  C21  C20  C25  180.00   0.0  0
 G5O  CONST_28  C23  C22  C21  C26  180.00   0.0  0
 G5O  CONST_29  N18  C20  C21  C22  180.00   0.0  0
 G5O  CONST_30  S7   C1   C6   C5   180.00   0.0  0
 G5O  CONST_31  H11  C5   C6   C1   180.00   0.0  0
 G5O  CONST_32  H2   C3   C2   C1   180.00   0.0  0
 G5O  CONST_33  H3   C4   C3   C2   180.00   0.0  0
 G5O  CONST_34  H12  C6   C1   C2   180.00   0.0  0
 G5O  CONST_35  H1   C2   C3   C4   180.00   0.0  0
 G5O  CONST_36  H5   C12  C11  C10  180.00   0.0  0
 G5O  CONST_37  H6   C15  C10  C11  180.00   0.0  0
 G5O  CONST_38  H4   C11  C12  C13  180.00   0.0  0
 G5O  CONST_39  H7   C24  C25  C20  180.00   0.0  0
 G5O  CONST_40  H9   C22  C21  C20  180.00   0.0  0
 G5O  CONST_41  H8   C25  C20  C21  180.00   0.0  0
 G5O  CONST_42  H10  C23  C22  C21  180.00   0.0  0
 G5O  CONST_43  C20  N18  C17  C14  180.00   0.0  0
 G5O  CONST_44  C25  C20  N18  C17    0.00   0.0  0
 G5O  CONST_45  C21  C20  N18  C17  180.00   0.0  0
 G5O  CONST_46  H13  N18  C20  C21    0.00   0.0  0
 G5O  CONST_47  O19  C17  N18  C20    0.00   0.0  0
 G5O  Var_01    C11  C10  S7   C1    88.59  30.0  2
 G5O  Var_02    C10  S7   C1   C2    92.10  30.0  2
 G5O  Var_03    N18  C17  C14  C13   79.57  30.0  2
 G5O  Var_04    O28  C26  C21  C20   -0.65  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 G5O  plan-1  C10  0.020
 G5O  plan-1  C11  0.020
 G5O  plan-1  C12  0.020
 G5O  plan-1  C13  0.020
 G5O  plan-1  C14  0.020
 G5O  plan-1  C15  0.020
 G5O  plan-1  C17  0.020
 G5O  plan-1  S7   0.020
 G5O  plan-1  CL1  0.020
 G5O  plan-1  H4   0.020
 G5O  plan-1  H5   0.020
 G5O  plan-1  H6   0.020
 G5O  plan-2  C20  0.020
 G5O  plan-2  C21  0.020
 G5O  plan-2  C24  0.020
 G5O  plan-2  C25  0.020
 G5O  plan-2  C26  0.020
 G5O  plan-2  C22  0.020
 G5O  plan-2  C23  0.020
 G5O  plan-2  N18  0.020
 G5O  plan-2  H7   0.020
 G5O  plan-2  H8   0.020
 G5O  plan-2  H9   0.020
 G5O  plan-2  H10  0.020
 G5O  plan-3  C1   0.020
 G5O  plan-3  C2   0.020
 G5O  plan-3  C3   0.020
 G5O  plan-3  C4   0.020
 G5O  plan-3  C5   0.020
 G5O  plan-3  C6   0.020
 G5O  plan-3  S7   0.020
 G5O  plan-3  H1   0.020
 G5O  plan-3  H2   0.020
 G5O  plan-3  H3   0.020
 G5O  plan-3  H11  0.020
 G5O  plan-3  H12  0.020
 G5O  plan-4  C14  0.020
 G5O  plan-4  C17  0.020
 G5O  plan-4  C20  0.020
 G5O  plan-4  N18  0.020
 G5O  plan-4  O19  0.020
 G5O  plan-4  H13  0.020
 G5O  plan-5  C21  0.020
 G5O  plan-5  C26  0.020
 G5O  plan-5  O27  0.020
 G5O  plan-5  O28  0.020

